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Harry, Michelle and Zoey dole out conflicting love advice to Billy, while Harry tries to deal with his newly discovered crush on Rose. Meanwhile, Rose can't wait to start dating a cute father at her baby's play group, but she’s not happy when she finds Harry spying on her date. Jonathan is thrilled to come to Harry's rescue, since Janet and Anastasia aren't interested in his advice.
Harry's feelings for Rose mean he's not interested in dating other women, but Zoey, Michelle and Janet convince him to date the director of Billy's school play. Meanwhile, Jonathan tells Rose about Harry's feelings for her, but Rose doesn't believe it when she catches Harry in a compromising situation.
With the sperm bank out of Harry’s 'stuff,' Zoey and Michelle go straight to the source. But Harry refuses to put out, forcing Zoey and Michelle to confront the reality of another baby. Meanwhile, Rose wants her boyfriend Bruce to get along with Harry, and Janet and Jonathan try to rekindle their 'happy marriage' – with disastrous results.
Rose tricks Harry into babysitting so she can have her first sex date with new boyfriend Bruce, but is furious when Harry leaves baby Charlie with Janet, whose 'baby whispering' skills are put to the test. Meanwhile, Zoey worries that Billy is slow for not figuring out her homemade holiday, 'Gaia Day,' isn't real.
Harry becomes jealous of Billy and Jonathon's new bond, while Rose tries to spice things up with Bruce.
Rose tries to put Harry's 'single dad powers' to good use, while Michelle, Zoey, Janet and Jonathon confront their bedroom fantasies.
Harry and Rose tell Rose´s judgemental mom a lie in order to keep her happy; and Michelle and Zoey turn to Jonathan for help preparing their wills.
Harry conquers a dating obstacle that brings Rose´s insecurities to the fore; at the same time, Michelle and Billy find themselves drawn into Zoey's war on sugar.
Harry hopes to raise the families’ opinion of him by introducing them to his delinquent big brother Frank, but Harry realizes he may be the family black sheep after Frank charms everyone.
Charlie isn't meeting his milestones fast enough.
Rose quickly gets over her initial annoyance with Harry dating baby Charlie's pediatrician after she comes to realize the perks of having a doctor on call.
Harry tries not to panic when he and his new girlfriend reach a landmark date. At the same time, Janet and Jonathan try to deny just how freaked out they are about teaching Anastasia how to drive.
Feelings are mixed over the possibility that Harry isn't actually the sperm-donor dad of Anastasia and Billy. Elsewhere, Rose admits to herself that she has feelings for baby Charlie's father.
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